Trail Running calendar near Brentwood 2026-2027

We have found 469 Trailruns within 80 miles of Brentwood. See below where and when you can find the races.

Test your endurance at Hyde Hall Farm with a variety of trail challenges ranging from 10k to a 100 mile ultra. Enjoy a scenic 5.3 km loop with full support including an aid station and on site parking.

Experience the South East of England with a point to point trail race through the South Downs National Park. Choose from four distances that cross the white cliffs of Beachy Head to finish in Eastbourne.

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Traverse the North and South Downs on a scenic journey from London to the Brighton coast. This supported event offers multiple distances from 25km to 100km for walkers, joggers, and runners alike.

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Experience a trail running event through the picturesque Surrey countryside with distances of 20 km, 41 km, and 62 km. Enjoy a fully marked course ending at a central event village in Godalming with full support.

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This point-to-point trail half marathon winds through the South Downs National Park from Eastbourne. Runners experience a mix of grass trails, forest paths, and coastal views over Beachy Head. The event includes timing, photos, and a finish..

Experience a 100 mile journey through Kent and Sussex on this flagship LDWA walking event. Celebrate 100 years of Winnie the Pooh while traversing 11250 feet of ascent across the North Downs and Ashdown Forest.

Experience the twilight beauty of Ardingly Reservoir during this sunset run in West Sussex. Choose between a 5km or 10km distance on a scenic undulating trail and enjoy a timed midsummer evening event with finishers medals.

Experience a scenic 26.2 mile marathon consisting of three laps through the historic Richmond Park. Enjoy well supported trail running with regular drink stations and a festive atmosphere near Sheen Gate.

Experience the greenest borough of London with a 50K ultra or 25K trail run through Ealing. Navigate scenic canal paths and parks on this mixed terrain course featuring live tracking and aid station support.

Event Overview The Blackwater Trail Events include a half marathon and a marathon on a new marathon course for 2026. The event uses a flexible entry fee structure where participants can choose to pay for extras like a medal or not. Course a..

Experience a trail run along the River Thames starting from Marlow Rugby Club. Cross the famous Marlow Bridge and celebrate at the finish with a custom medal and a Rebellion Brewery beer or soft drink.

A timed Friday event on a flat 5.3 km out-and-back course along the river Thames, with lap-based distances from 5 km to ultra and a £10 Run for a Tenner entry benefiting Rays of Sunshine.

Test your endurance at this 50km multi terrain ultramarathon in Maidenhead. Complete the signed course before the official end of daylight to earn your finishers medal and mementoes.

The Ridgeway Challenge The Ridgeway Challenge is an 86-mile (139 km) point-to-point trail running race. It follows the entire length of the Ridgeway National Trail, a historic path used for over 5,000 years. The route runs from Ivinghoe Bea..

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Follow the River Medway on a flat 50km trail route connecting three medieval castles from Rochester to Tonbridge. This chip timed ultra marathon features a unique athletics track finish and full medical support.

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Experience a scenic point to point trail race along the River Medway from Maidstone to Tonbridge. Enjoy a flat route featuring historic locks and a grand finale on an athletics track.

The Ridgeway Chase is a 60 km ultramarathon along the historic Ridgeway National Trail, starting at Ivinghoe Beacon and finishing near Wallingford. Held alongside a longer challenge, it offers runners scenic ridgeline views across the Chilt..

Experience an interval style racing event in Twickenham featuring repeat segments of 400m or 800m. Available for individual runners doubles or relay teams this May 2026 competition tests endurance through ten measured laps.

Test your endurance at this athletics track event in Ware. Runners can choose from distances ranging from 5k to a 6 hour ultra challenge on a flat 400 meter circuit with chip timing and full support.

Experience a unique 50km point to point ultramarathon from the heart of South London to the rural lanes of Kent. Enjoy a supported journey through urban streets and scenic countryside with well stocked aid stations along the way.